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CS-W001157 4
Total: USD 88.00

3-Bromo-6-chloro-2,4-dimethylpyridine

  • CAS No. 918145-29-6

  • Cat. No. CS-0019365
  • Purity≥96%
  • MDL No.MFCD20486518

*For research and further manufacturing use only, not for direct human use.

3-Bromo-6-chloro-2,4-dimethylpyridine|CS-0019365

Structure of 918145-29-6

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General Information

  • CAS No. 918145-29-6
  • Cat. No. CS-0019365
  • Purity ≥96%
  • MDL No. MFCD20486518
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrClN
  • Molecular Weight 220.49
  • Synonym(s) 3-Bromo-2,4-dimethyl-6-chloropyridine; 5-broMo-2-chloro-4,6-diMethylpyridine
  • SMILES CC1=C(Br)C(C)=NC(Cl)=C1

Description

3-Bromo-6-chloro-2,4-dimethylpyridine features a sterically hindered pyridine core with complementary halogen handles, enabling selective cross-coupling reactions. The ortho-methyl groups enhance stability while the bromo and chloro substituents offer orthogonal reactivity for sequential functionalization. This bench-stable derivative serves as a key building block in medicinal chemistry and agrochemical synthesis.

Application

3-Bromo-6-chloro-2,4-dimethylpyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The ortho-methyl groups stabilize the pyridine core and enhance regioselectivity in electrophilic substitutions. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient construction of substituted pyridine scaffolds relevant to pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Crawford, Jason B.; Chen, Gang; Carpenter, Bryon; Wilson, Trevor; Ji, Jenny; Skerlj, Renato T.; Bridger, Gary J. Organic Process Research and Development, 2012 , vol. 16, # 1 p. 109 - 116

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.11434
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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